For a unique cultural experience in a one of a kind travel destination, come aboard with The Moorings and explore all the wonder that Cuba has to offer. Unlike other Cuba vacations, our exclusive Crewed yacht charter takes care of every detail along the way to ensure your trip is stress-free and second to none. With an expert captain, gourmet chef and friendly host on your own luxury sail catamaran, and a dedicated local tour guide to accompany all adventures on land, enjoy nothing but first-class accommodations day and night. Spend your days discovering the bold flavors, impressive architecture, and vibrant scenery so distinctive of Cuba, then retreat back to your personal docked resort to spend your nights resting and relaxing in 5-star comfort aboard the ultimate all-inclusive vacation platform.

Cuba Cultural Exchange Experience

A Cuba Crewed charter delivers an educational and cultural vacation experience like no other. Based out of two marinas – Marina Hemingway in Havana and Gaviota Marina in Varadero – this all-inclusive vacation aboard a Moorings 5800 yacht pairs the best of Cuba sailing with a focus on the people and culture that make this destination so captivating. Most days, you'll disembark the yacht to soak up the local entertainment and attractions that your dedicated tour guide has carefully selected, but you'll also enjoy some smooth day and sunset sailing in Cuba's warm climate and pristine cruising grounds. During that time, stop to explore the many top-notch snorkeling spots and pick the perfect island oasis for a mid-day picnic lunch.


Between the lush tropical scenery and the incredibly rich culture native to the island, a Cuba charter vacation offers no shortage of memorable experiences. In addition to enjoying high end accommodations on and off the boat, your dedicated tour guide will show you the best views and take you to the best visitor spots. Marvel in a local artist’s colorful tile work while touring the neighborhood of Jose Fuster, discover a prominent piece of photo-op history at Revolution Square, stroll the streets of Old Havana, tour local tobacco farms, and pay a visit to the famous Hemingway House. You’ll also witness a variety of lively local music and dance performances and have plenty of opportunities to tempt your taste buds with flavorful Cuban fare.